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4-Methoxyquinolinium-2-carboxylate dihydrate
The title hydrated quinoline derivative, C(11)H(9)NO(3)·2H(2)O, crystallizes as a zwitterion in which the quinoline N atom is protonated. The quinoline ring is essentially planar, with a maximum deviation of 0.017 (2) Å. An intramolecular N—H⋯O hydrogen bond between the protonated N atom and the O...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2011
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051487/ https://www.ncbi.nlm.nih.gov/pubmed/21523101 http://dx.doi.org/10.1107/S1600536811001541 |
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author | Hemamalini, Madhukar Fun, Hoong-Kun |
author_facet | Hemamalini, Madhukar Fun, Hoong-Kun |
author_sort | Hemamalini, Madhukar |
collection | PubMed |
description | The title hydrated quinoline derivative, C(11)H(9)NO(3)·2H(2)O, crystallizes as a zwitterion in which the quinoline N atom is protonated. The quinoline ring is essentially planar, with a maximum deviation of 0.017 (2) Å. An intramolecular N—H⋯O hydrogen bond between the protonated N atom and the O atom of the carboxylate group in the zwitterion forms an S(5) ring motif. In the crystal, the zwitterions are connected into inversion dimers via pairs of N—H⋯O and C—H⋯O hydrogen bonds with R (2) (2)(4) and R (1) (2)(6) motifs. The water molecules are connected via O—H⋯O hydrogen bonds, forming supramolecular chains along the c axis. Furthermore, the chains and the dimers are connected via O—H⋯O hydrogen bonds, forming ladder-like supramolecular ribbons along the c axis. |
format | Text |
id | pubmed-3051487 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30514872011-04-26 4-Methoxyquinolinium-2-carboxylate dihydrate Hemamalini, Madhukar Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title hydrated quinoline derivative, C(11)H(9)NO(3)·2H(2)O, crystallizes as a zwitterion in which the quinoline N atom is protonated. The quinoline ring is essentially planar, with a maximum deviation of 0.017 (2) Å. An intramolecular N—H⋯O hydrogen bond between the protonated N atom and the O atom of the carboxylate group in the zwitterion forms an S(5) ring motif. In the crystal, the zwitterions are connected into inversion dimers via pairs of N—H⋯O and C—H⋯O hydrogen bonds with R (2) (2)(4) and R (1) (2)(6) motifs. The water molecules are connected via O—H⋯O hydrogen bonds, forming supramolecular chains along the c axis. Furthermore, the chains and the dimers are connected via O—H⋯O hydrogen bonds, forming ladder-like supramolecular ribbons along the c axis. International Union of Crystallography 2011-01-22 /pmc/articles/PMC3051487/ /pubmed/21523101 http://dx.doi.org/10.1107/S1600536811001541 Text en © Hemamalini and Fun 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Hemamalini, Madhukar Fun, Hoong-Kun 4-Methoxyquinolinium-2-carboxylate dihydrate |
title | 4-Methoxyquinolinium-2-carboxylate dihydrate |
title_full | 4-Methoxyquinolinium-2-carboxylate dihydrate |
title_fullStr | 4-Methoxyquinolinium-2-carboxylate dihydrate |
title_full_unstemmed | 4-Methoxyquinolinium-2-carboxylate dihydrate |
title_short | 4-Methoxyquinolinium-2-carboxylate dihydrate |
title_sort | 4-methoxyquinolinium-2-carboxylate dihydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051487/ https://www.ncbi.nlm.nih.gov/pubmed/21523101 http://dx.doi.org/10.1107/S1600536811001541 |
work_keys_str_mv | AT hemamalinimadhukar 4methoxyquinolinium2carboxylatedihydrate AT funhoongkun 4methoxyquinolinium2carboxylatedihydrate |